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Glen Ellen
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Holiday Rentals with Pools in Glen Ellen

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    Travellers to Glen Ellen are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    17 Matching Rentals in the Glen Ellen AreaView all 34 rentals
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    Glen Ellen
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Glen Ellen
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Glen Ellen
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Glen Ellen
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the valley of the moon. Our home is located in the small historic village of Glen Ellen. The Glen Ellen nest is quiet, spacious, and provides an aesthetic similar to the exotic homes of the mediterranean - a perfect place to achieve solitude, relax, swim, and enjoy our unique indoor and...
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    Location Information
    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Glen Ellen
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Breathtaking views of the Sonoma Valley steal the show at this ranch-style home in the heart of Glen Ellen’s wine country. Featured on ABC's 'The Bachelor,' this 6BR/4BA estate overlooks its own vineyard and features a main house and guest house with comfortable sleeping for 12. The home also has...
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    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Glen Ellen
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Mountain Views
    • Hot Tub
    • Patio
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let the celebration begin and kick-off your peaceful Cali holiday by popping a bottle at the private pool of your Glen Ellen home-away-from-home! You couldn't ask for a better place to experience Sonoma Wine Country than this 3-bedroom, 2-bathroom vacation rental - sitting on a private road near a...
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    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Glen Ellen
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Retreat to wine country when you stay at this charming vacation rental home! Located in Glen Ellen, California, the 4-bedroom, 2-bathroom space can accommodate 8 travelers. The gorgeous property sits on a lush meadow and is surrounded by towering oak and evergreen trees. Spend your days lounging by...
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    Location Information
    Glen Ellen, Sonoma County 95442
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    The following rentals are within 10 kilometres of Glen Ellen.
    Relaxing, Private Poolside Cottage for 2 in Sonoma Valley Wine Country1 / 19
    (22)Excellent
    Kenwood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2019
    I don't know if I can express how fantastic our adventure was! Our hosts were so delightful, we look forward to our next visit! We will definitely go back and highly recommend...
    Reviewed 28 December 2018
    We just love the site - beautiful oak trees, a pool and patio, sweeping mountain vistas & birds on cue. The cottage is stocked with every choice imaginable, down to coffee...
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    About this property
    Relax and unwind in a brand new, poolside guest cottage on a private compound just off the Highway 12 Wine Trail in Kenwood. The Sonoma Valley scenery is gorgeous - from vineyards and wide open fields studded with ancient oaks to rolling hills and dramatic mountains. Your home away from home...
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    Kenwood, Sonoma County 95409
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Modern 3br Home W/Pool & Seasonal Creek in Sonoma.1 / 31
    (10)Excellent
    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2015
    I live locally and wanted to find a rental that my family could gather at and decided on this Kenwood property mainly as the pool looked like the perfect place to relax and...
    Reviewed 27 March 2015
    Wow this place was so tranquil and beautiful. It was exactly what I needed to recharge my batteries. The drive up there was so relaxing and beautiful. It's in the perfect area...
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    About this property
    Escape to this 2 acre, 3-bedroom retreat in the heart of Sonoma Wine Country, nestled among Oak and Fir trees along a calming seasonal creek. Located in Adobe Canyon, off the Valley of the Moon Highway, the quintessential Wine Country Hamlet of Kenwood is just a short 5-minute drive as is the...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All originally built or restored by owners for friends and family - this elegant home sits on an acre with over 300 feet of rare Sonoma Creek frontage in Kenwood. Behind the stone wall and gated circular driveway there's a 16' x 33' solar heated saline pool with a child safe automatic cover that's...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Kenwood
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gorgeous 3BR/2BA home in Kenwood features high ceilings and a chef’s kitchen, as well as vibrant hand-picked artwork and carefully selected furnishings. A wood-burning pot belly stove/fireplace in the dining room adds cozy ambiance on a cool evening. Set on a breathtaking 6.5-acre estate...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Kenwood
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled along a quiet country road overlooking Sonoma Valley vineyards and mountain panoramas, this 2BR/2BA cottage offers an ideal setup for couples vacationing together. Enjoy spacious communal living areas and a private upstairs loft with separate entrance. You’ll have all the comforts of home...
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    Kenwood, Sonoma County 95452
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    El Verano
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy freshly remodeled 'Orange Flower' cottage that mixes modern design and rustic country charm in an incredible location. The home is 2.5 miles to Sonoma Square, 5.5 miles to Glen Ellen, 15.5 mi to Napa, 39 miles from the Golden Gate bridge. The cottage is on an acre property with a hobby...
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    Location Information
    El Verano, Sonoma County 95476
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Kenwood
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rose cottage is a serene and charming retreat within minutes to world class wineries along the famed 'Wine Highway', restaurants, outdoor activities and shopping in gorgeous Sonoma. Your stand alone private ~1000 square foot 1 bedroom cottage is located on an exclusive, private country lane...
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    Location Information
    Kenwood, Sonoma County 95442
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Kenwood
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This secluded home is nestled on the hillside on over 7 acres of century old oak trees in Sonoma wine country. The sweeping driveway takes you up the property to the house and 2 car garage. Along the way, you may be greeted by a family of deer resting under the large fig tree in the field. Before...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Poolside 3BR/4.5BA in Wine Country w/ Spa, Fitness Cabana & Bocce Court1 / 29
    (1)Excellent
    Kenwood
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    Been traveling to wine country for over 25 years. Of course when we are accompanied by friends, they always want to visit Napa. Who doesn't like Disneyland? On this most recent...
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    About this property
    Surrounded by wineries in the darling area of Kenwood, this elegant 3BR/4.5BA home offers an upscale stay central to Napa and Sonoma. Enjoy the manicured backyard, where a pool, spa, bocce court, dining patio, and fire pit offer an extraordinary outdoor experience. Modern decor intermingles with...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Kenwood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled under the giant oaks at the end of this country road overlooking Napa Valley vineyards and mountain panoramas, this 1BR cottage sits on a stunning 6.5-acre estate. The cottage has a spacious living area, well-equipped kitchen, and large deck with a private hot tub overlooking the scenic...
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    Location Information
    Kenwood, Sonoma County 95452
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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